Synthesis, Structure, and Biological Activity of Products of Reactions of 3,4-Dioxohexane-1,6-dioic Acid Esters with 2-Aminophenol

Abstract

Bioactive derivatives of 1,4-benzoxazine have been prepared via reactions of 3,4-dioxohexane-1,6- dioic (ketipic) acid esters with 2-aminophenol. (2'Z)-2,2'-(2-Hydroxy-2H-1,4-benzoxazin-2-yl-3-ilidene)diacetic acid esters or (2Z)-[2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene]acetic acid esters can be formed depending on the conditions. The structures of the products of dialkyl ketipate esters reactions with 2-aminophenol were determined by means of X-ray diffraction. It has been demonstrated that the prepared compounds exhibit antimycotic activity against test cultures of plant pathogenic fungi (Fusauium sp., Alternarium sp., and Bipolaris soraciniana).